101017-92-9Relevant academic research and scientific papers
Substrate-Controlled Product Divergence: Conversion of CO2 into Heterocyclic Products
Rintjema, Jeroen,Epping, Roel,Fiorani, Giulia,Martín, Eddy,Escudero-Adán, Eduardo C.,Kleij, Arjan W.
supporting information, p. 3972 - 3976 (2016/03/19)
Substituted epoxy alcohols and amines allow substrate-controlled conversion of CO2 into a wide range of heterocyclic structures through different mechanistic manifolds. This new approach results in an unusual scope of CO2-derived products by initial activation of CO2 through either the amine or alcohol unit, thus providing nucleophiles for intramolecular epoxy ring opening under mild reaction conditions. Control experiments support the crucial role of the amine/alcohol fragment in this process with the nucleophile-assisted ring-opening step following an SNi pathway, and a 5-exo-tet cyclization, thus leading to heterocyclic scaffolds.
Catalytic enantioselective epoxidation of tertiary allylic and homoallylic alcohols
Olivares-Romero, José Luis,Li, Zhi,Yamamoto, Hisashi
, p. 3411 - 3413 (2013/04/24)
An efficient and versatile method for the enantioselective epoxidation of both tertiary allylic and homoallylic alcohols catalyzed by Hf(IV)-bishydroxamic acid (BHA) complexes is described. Asymmetric epoxidation, kinetic resolution, and desymmetrization
Stereoselective Construction of Quaternary Centres at Ambient Temperature by the Highly Stereocontrolled Migration of Groups Containing sp-, sp2-, and sp3-Hybridized Carbon Atoms
Marson, Charles M.,Walker, Andrew J.,Pickering, Jane,Hobson, Adrian D.,Wrigglesworth, Roger,Edge, Simon J.
, p. 5944 - 5951 (2007/10/02)
A very highly diastereoselective semipinacol rearrangement of 2,3-epoxy alcohols mediated by tin(IV) chloride at ambient temperatures is shown to be applicable to a wide variety of migration groups including methyl, tert-butyl, cyclopropyl, vinyl, alkynyl
